View 101 Highland St Winchester, TN MLS# 3123442
$169,000
2

Beds

1.0

Baths

885

Sq.Ft.

101 Highland St

Winchester, TN

MiddleTennessee
View 0 Garrett Ln Winchester, TN MLS# 3123002
$89,000
Studio

Beds

0.0

Baths

0 Garrett Ln

Winchester, TN

MiddleTennessee
View 11 Hammock Dr Winchester, TN MLS# 3122192
  • Virtual Tour
1 of 100
$1,100,000
4

Beds

5.0

Baths

3,622

Sq.Ft.

11 Hammock Dr

Winchester, TN

MiddleTennessee
The time to sell is now! THE TIME TO SELL IS NOW!
View 201 Lookout Dr Winchester, TN MLS# 3122598
  • New Construction
1 of 49
$490,000
3

Beds

2.1

Baths

2,543

Sq.Ft.

201 Lookout Dr

Winchester, TN

MiddleTennessee
View 145A Michelle Ln Winchester, TN MLS# 3121659
    1 of 28
    OPEN HOUSE: Sunday 3/22 1:00 PM - 3:00 PM
    $264,900
    3

    Beds

    2.0

    Baths

    1,248

    Sq.Ft.

    145A Michelle Ln

    Winchester, TN

    MiddleTennessee
    View 417 Laura Ave Winchester, TN MLS# 3121813
    $209,900
    3

    Beds

    1.0

    Baths

    1,064

    Sq.Ft.

    417 Laura Ave

    Winchester, TN

    MiddleTennessee
    View 0 Holders Cove Rd Winchester, TN MLS# 3121457
    $161,500
    Studio

    Beds

    0.0

    Baths

    0 Holders Cove Rd

    Winchester, TN

    MiddleTennessee
    View 265 Shasteen Bend Dr Winchester, TN MLS# 3121476
    $749,000
    3

    Beds

    2.0

    Baths

    2,349

    Sq.Ft.

    265 Shasteen Bend Dr

    Winchester, TN

    MiddleTennessee
    View 220 Bryan Dr Winchester, TN MLS# 3121591
      1 of 24
      OPEN HOUSE: Saturday 3/21 1:00 PM - 3:00 PM
      $479,900
      4

      Beds

      3.1

      Baths

      2,209

      Sq.Ft.

      220 Bryan Dr

      Winchester, TN

      MiddleTennessee
      View 0 Dry Fork Winchester, TN MLS# 3121620
      $61,500
      Studio

      Beds

      0.0

      Baths

      0 Dry Fork

      Winchester, TN

      MiddleTennessee
      View 0 River Watch Way Winchester, TN MLS# 3119353
      $110,000
      Studio

      Beds

      0.0

      Baths

      0 River Watch Way

      Winchester, TN

      MiddleTennessee
      View 0 River Watch Way Winchester, TN MLS# 3119354
      $140,000
      Studio

      Beds

      0.0

      Baths

      0 River Watch Way

      Winchester, TN

      MiddleTennessee
      View 0 River Watch Way Winchester, TN MLS# 3119356
      $215,000
      Studio

      Beds

      0.0

      Baths

      0 River Watch Way

      Winchester, TN

      MiddleTennessee
      View 65 Campfire Ct Winchester, TN MLS# 3120256
      $474,900
      4

      Beds

      2.1

      Baths

      2,564

      Sq.Ft.

      65 Campfire Ct

      Winchester, TN

      MiddleTennessee
      View 25 Billy Goat Hill Rd Winchester, TN MLS# 3119009
      $419,999
      3

      Beds

      2.0

      Baths

      1,803

      Sq.Ft.

      25 Billy Goat Hill Rd

      Winchester, TN

      MiddleTennessee
      View 2077 Holders Cove Rd Winchester, TN MLS# 3118410
      $150,000
      4

      Beds

      1.0

      Baths

      1,580

      Sq.Ft.

      2077 Holders Cove Rd

      Winchester, TN

      MiddleTennessee
      View 117 1st Ave NE Winchester, TN MLS# 3118418
      $749,000
      4,848

      Sq.Ft.

      117 1st Ave NE

      Winchester, TN

      MiddleTennessee
      View 0 S Cedar St Winchester, TN MLS# 3118686
      $0
      Studio

      Beds

      0.0

      Baths

      0 S Cedar St

      Winchester, TN

      MiddleTennessee
      View 0 S Cedar St Winchester, TN MLS# 3118687
      $0
      Studio

      Beds

      0.0

      Baths

      0 S Cedar St

      Winchester, TN

      MiddleTennessee
      View 73 Cypress Point Dr Winchester, TN MLS# 3118220
      $899,000
      4

      Beds

      3.1

      Baths

      2,684

      Sq.Ft.

      73 Cypress Point Dr

      Winchester, TN

      MiddleTennessee

      About Winchester

      Listings in Winchester, TN

      360

      Estimated median home price

      $299,999
      Winchester TN Homes for Sale & Properties

      Weichert Realtors is one of the nation's leading providers of Winchester, Tennessee real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winchester, TN.

      Homes for Sale by Price in Winchester, TN

      PriceCount
      $0 - 100K77
      $100K - 200K62
      $200K - 300K48
      $300K - 400K47
      $400K - 500K31
      $500K - 600K29
      $600K - 700K17
      $700K - 800K16
      $800K - 900K7
      $900K - 1M4
      $1M - Max22

      Homes for Sale by Type in Winchester, TN

      Property TypeCount
      Single Family201
      Townhouse10
      Condo1
      Commercial10
      Rental12
      Lots and Land131
      Condo/Town/CoOp0
      CoOp0
      Multi Family3
      Mobile Home1
      Farms3

      (Data as of 3/18/2026)

      Information deemed reliable but not guaranteed.

      The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Upper Cumberland Association of REALTORS. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

      The information being provided is for consumers' personal, non-commercial use and may not be reproduced or redistribute. Its sole purpose is to be used for no other purpose than to identify prospective properties consumers may be interested in purchasing. p>

      Data is updated as of 3/20/2026.

      The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (MLS Data Share) Program of The Multiple Listing Service of Chattanooga, Inc. Real estate listings held by brokerage firms other than WEICHERT are marked with the MLS Datashare Logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

      The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.